85114-36-9Relevant articles and documents
A practical approach to the resolution of racemic N-benzyl α-amino acids by liquid-liquid extraction with a lipophilic chiral salen-cobalt(III) complex
Reeve, Toby B.,Cros, Jean-Philippe,Gennari, Cesare,Piarulli, Umberto,De Vries, Johannes G.
, p. 2449 - 2453 (2007/10/03)
(Chemical Equation Presented) Liquidating the assets: Coordination of one enantiomer from a racemic mixture of N-benzyl α-amino acids (N-Bn-AA) to the lipophilic chiral [CoIII(salen)(OAc)] complex results in its extraction into the organic phas
The first highly enantioselective homogeneously catalyzed asymmetric reductive amination: Synthesis of α-N-benzylamino acids
Kadyrov, Renat,Riermeier, Thomas H.,Dingerdissen, Uwe,Tararov, Vitali,Boerner, Armin
, p. 4067 - 4070 (2007/10/03)
High-throughput screening considering a library of 96 chiral P-ligands involved in two types of RhI complexes was used for the identification of homogeneous catalysts for the highly enantioselective reductive amination of α-keto acids with benzylamine. After optimization of the reaction conditions and scale-up with a cationic Rh-Deguphos catalyst, a range of chiral α-amino acids could be produced by this new reaction in good yield and by up to 98% ee.
Amino Acids, 4 - Enantioselective Synthesis of N-Substituted α-Amino Carboxylic Acids from α-Hydroxy Carboxylic Acids
Effenberger, Franz,Burkard, Ulrike,Willfahrt, Joachim
, p. 314 - 333 (2007/10/02)
With primary and secondary amines, the (S)-α-(trifluoromethylsulfonyloxy) carboxylates (S)-3 afford in an SN2 reaction the N-substituted (R)-α-amino carboxylates (R)-5, (R)-9, and (R)-12, resp.The rates of α-substituted ethyl propionates decrease in the order of the substituents triflate (3a) >> bromide (8a) > mesylate (7a) >= tosylate (7b) > chloride (8b); in the reactions with amines, decreasing reactivity affords increasing racemisation and elimination as a consequence of the more drastic conditions which are required
